US4421681A - Liquid detergent composition comprising ammonium alkyl sulfate, polyoxyalkylene alkyl ether and fatty acid dialkanolamide - Google Patents

Liquid detergent composition comprising ammonium alkyl sulfate, polyoxyalkylene alkyl ether and fatty acid dialkanolamide Download PDF

Info

Publication number
US4421681A
US4421681A US06/346,713 US34671382A US4421681A US 4421681 A US4421681 A US 4421681A US 34671382 A US34671382 A US 34671382A US 4421681 A US4421681 A US 4421681A
Authority
US
United States
Prior art keywords
detergent composition
carbon atoms
liquid detergent
sub
chain
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
US06/346,713
Other languages
English (en)
Inventor
Hajime Hirota
Hiroshi Watanabe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kao Corp
Original Assignee
Kao Soap Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Kao Soap Co Ltd filed Critical Kao Soap Co Ltd
Assigned to KAO SOAP CO., LTD. reassignment KAO SOAP CO., LTD. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: HIROTA, HAJIME, WATANABE, HIROSHI
Application granted granted Critical
Publication of US4421681A publication Critical patent/US4421681A/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/86—Mixtures of anionic, cationic, and non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • the present invention relates to a liquid detergent composition. More particularly, the present invention relates to a liquid detergent composition having a high detergency and excellent foaming property which requires no liquid stabilizer.
  • the liquid detergent composition of the present invention may be used for various purposes. Particularly, it is used advantageously as a shampoo composition.
  • the present invention will be described in detail mainly in this aspect.
  • Conventional shampoo compositions contain as a shampoo base an anionic surfactant such as an alkyl sulfate salt, polyoxyethylene alkyl ether sulfate salt or ⁇ -olefinsulfonate salt, a nonionic surfactant such as polyoxyethylene alkyl ether or fatty acid alkylolamide or an amphoteric surfactant such as alkylbetaine or alkylamine oxide, either alone or in the form of a mixture of them.
  • anionic surfactant such as an alkyl sulfate salt, polyoxyethylene alkyl ether sulfate salt or ⁇ -olefinsulfonate salt
  • a nonionic surfactant such as polyoxyethylene alkyl ether or fatty acid alkylolamide or an amphoteric surfactant such as alkylbetaine or alkylamine oxide
  • a polyoxyethylene alkyl ether sulfate which is generally used in the form of an adduct of 2-3 moles of ethylene oxide has a poor foaming property, though it has an excellent low-temperature stability.
  • sodium or ammonium salt of an alkyl sulfate or sodium ⁇ -olefinsulfonate per se has a high Krafft point, poor low-temperature stability and a defect that it is solidified in winter, although it has excellent foaming and deterging powers. Therefore, the liquid condition of the above surfactant is unstable at the time of use after storage and, consequently, a phenomenon of precipitation or separation is observed and satisfactory results using the liquid shampoo cannot be obtained.
  • the ammonium alkyl sulfate has a particularly excellent foaming property and a good hair feel is obtained after washing with the same. However, it has fatal defects of a poor low-temperature stability and coloration at a high temperature.
  • a liquid detergent composition having excellent low-temperature stability, high-temperature stability and a high foaming power which affords a good hair feel after washing can be obtained by using a combination of an ammonium alkyl sulfate with a specific polyoxyalkylene alkyl ether and a fatty acid dialkanolamide in a specific ratio, without essentially using a liquid stabilizer such as propylene glycol, glycerol, ethyl alcohol or urea.
  • a liquid stabilizer such as propylene glycol, glycerol, ethyl alcohol or urea.
  • the FIGURE is a triangular diagram showing ratios of the three indispensable components used in the present invention.
  • R 1 represents a straight-chain or branched, saturated hydrocarbon group having 8-18 carbon atoms on the average
  • R 4
  • R 1 in the ammonium alkyl sulfates of general formula (1) used in the present invention straight-chain or branched, saturated hydrocarbon groups having 10-14 carbon atoms on the average are preferred.
  • Starting alcohols of these esters may be either natural or synthetic alcohols.
  • the alcohols are esterified with sulfuric acid by an ordinary method and then neutralized with aqueous ammonia. This is one of the methods for preparing the ammonium alkyl sulfate. Other conventional methods may be used.
  • the secondary alcohols used as the starting material of polyoxyalkylene alkyl ether of the above general formula (2) those obtained by oxidizing n-paraffins are most preferred.
  • the n-paraffins have about 8-22 carbon atoms, particularly about 11-16 carbon atoms.
  • ethylene oxide is particularly preferred. The average molar number of addition is 3-15.
  • the fatty acid dialkanolamides used as the third, indispensable component of the present invention are shown by general formula (3).
  • the starting fatty acids are preferably those having a carbon number distribution of 8-18, particularly those containing at least 40% of lauric acid (C 12 ).
  • lauric acid C 12
  • diethanolamine and diisopropanolamine are particularly preferred.
  • the liquid detergent composition of the present invention may contain other components, for example, other known shampoo components in case it is used as a shampoo composition, in addition to the above three indispensable components.
  • the liquid detergent composition of the present invention can be used in a broad pH range of from weakly acidic to weakly alkaline pH.
  • a sample was charged in a 100 ml transparent glass vessel.
  • the vessel was tightly closed and stored in a constant temperature bath at -5° C. for one month. Change in condition of the sample was observed macroscopically.
  • a sample in a transparent vessel was stored in a constant temperature bath at 50° C. for one month and the coloring was judged macroscopically.
  • compositions containing the three indispensable components in various ratios as shown in Table 1 were prepared and their effects were examined. The results are shown in Table 1.
  • the respective compositions were regulated to pH 7.0.
  • compositions in which the ratios of the three indispensable components were outside the range surrounded by six points (a, b, c, d, e and f) in FIG. 1 had insufficient low-temperature stability and high-temperature stability.
  • composition No. 17 of the present invention sodium lauryl sulfate or triethanolamine salt of lauryl sulfate was used in place of ammonium lauryl sulfate.
  • compositions No. 24 of the present invention were compared with those of compositions containing various other nonionic surfactants (compositions No. 25-29). The results are shown in Table 3.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
US06/346,713 1981-02-23 1982-02-08 Liquid detergent composition comprising ammonium alkyl sulfate, polyoxyalkylene alkyl ether and fatty acid dialkanolamide Expired - Fee Related US4421681A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP56025258A JPS5940877B2 (ja) 1981-02-23 1981-02-23 洗浄剤組成物
JP56-25258 1981-02-23

Publications (1)

Publication Number Publication Date
US4421681A true US4421681A (en) 1983-12-20

Family

ID=12160988

Family Applications (1)

Application Number Title Priority Date Filing Date
US06/346,713 Expired - Fee Related US4421681A (en) 1981-02-23 1982-02-08 Liquid detergent composition comprising ammonium alkyl sulfate, polyoxyalkylene alkyl ether and fatty acid dialkanolamide

Country Status (3)

Country Link
US (1) US4421681A (ja)
JP (1) JPS5940877B2 (ja)
DE (1) DE3205987A1 (ja)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991000138A1 (en) * 1989-06-23 1991-01-10 Delta-Omega Technologies, Ltd. Cleaning composition, oil dispersant and use thereof
GB2303142A (en) * 1995-07-08 1997-02-12 Procter & Gamble Detergent compositions

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2960387B2 (ja) * 1997-12-05 1999-10-06 花王株式会社 鋼板用アルカリ洗浄剤組成物
JP5876744B2 (ja) * 2012-02-17 2016-03-02 株式会社コープクリーン 泡吐出容器用身体洗浄剤

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB818158A (en) 1956-04-30 1959-08-12 Kenneth Richard Dutton Improvements relating to detergent compositions
US3954660A (en) * 1974-07-23 1976-05-04 Continental Oil Company Anionic surfactant slurry having increased viscosity and method of providing said slurry
US4052342A (en) * 1975-07-17 1977-10-04 Shell Oil Company Secondary alkyl sulfate: alcohol ethoxylate mixtures
US4071475A (en) * 1975-09-16 1978-01-31 Kao Soap Co., Ltd. Transparent highly viscous liquid shampoo composition

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4140759A (en) * 1977-07-13 1979-02-20 Helena Rubinstein, Inc. Protein shampoo

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB818158A (en) 1956-04-30 1959-08-12 Kenneth Richard Dutton Improvements relating to detergent compositions
US3954660A (en) * 1974-07-23 1976-05-04 Continental Oil Company Anionic surfactant slurry having increased viscosity and method of providing said slurry
US4052342A (en) * 1975-07-17 1977-10-04 Shell Oil Company Secondary alkyl sulfate: alcohol ethoxylate mixtures
US4071475A (en) * 1975-09-16 1978-01-31 Kao Soap Co., Ltd. Transparent highly viscous liquid shampoo composition

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991000138A1 (en) * 1989-06-23 1991-01-10 Delta-Omega Technologies, Ltd. Cleaning composition, oil dispersant and use thereof
US4992213A (en) * 1989-06-23 1991-02-12 Mallett G Troy Cleaning composition, oil dispersant and use thereof
GB2303142A (en) * 1995-07-08 1997-02-12 Procter & Gamble Detergent compositions

Also Published As

Publication number Publication date
JPS57139199A (en) 1982-08-27
JPS5940877B2 (ja) 1984-10-03
DE3205987A1 (de) 1982-09-09

Similar Documents

Publication Publication Date Title
US4181634A (en) Mild cleansing compositions comprising an alkyleneoxylated bisquaternary ammonium compound and an anionic or amphoteric detergent such as a phosphobetaine
US4110263A (en) Mild cleansing compositions containing alkyleneoxylated bisquaternary ammonium compounds
EP0150323B1 (en) Shampoo composition
US4235759A (en) Liquid detergent compositions
AU594044B2 (en) Pearlescent shampoo and method for preparation of same
US4832872A (en) Hair conditioning shampoo
AU594328B2 (en) Surfactants derived from citric acid
CA1311661C (en) Detergent compositions
US4450090A (en) Thickened alpha-olefin sulfonate containing formulations
GB2114996A (en) Mild liquid detergent compositions
US5607910A (en) Detergent gels containing ethoxylated alkyl sulfates and secondary sulfonates
US4092272A (en) Liquid detergent composition
US4132679A (en) Low irritant shampoo composition
CA1261275A (en) Shampoo compositions
US4421681A (en) Liquid detergent composition comprising ammonium alkyl sulfate, polyoxyalkylene alkyl ether and fatty acid dialkanolamide
JPS6220596A (ja) 液体洗浄剤組成物
JPH0246639B2 (ja) Senjozaisoseibutsu
US4231903A (en) Detergent compositions
JPH051838B2 (ja)
US3562170A (en) Surface active agent compositions
JP2567277B2 (ja) 液体洗浄剤組成物
JPH011796A (ja) 液体洗浄剤組成物
JPH10226798A (ja) パールエセント成分としてのベヘン酸及び分散剤としてのラウリルエーテルスルフェートを含む自由流動性の水性真珠様光沢分散体
US4412944A (en) High foaming, low eye irritation cleaning compositions containing ethoxylated anionic (C13-C30) sulphates
CA1088427A (en) Imidazoline-containing hair shampoo compositions

Legal Events

Date Code Title Description
AS Assignment

Owner name: KAO SOAP CO., LTD., 14-10, NIHONBASHI-KAYABACHO 1-

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:HIROTA, HAJIME;WATANABE, HIROSHI;REEL/FRAME:003976/0471

Effective date: 19820125

FEPP Fee payment procedure

Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 4TH YEAR, PL 96-517 (ORIGINAL EVENT CODE: M170); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

Year of fee payment: 4

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YEAR, PL 96-517 (ORIGINAL EVENT CODE: M171); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

Year of fee payment: 8

FEPP Fee payment procedure

Free format text: MAINTENANCE FEE REMINDER MAILED (ORIGINAL EVENT CODE: REM.); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

LAPS Lapse for failure to pay maintenance fees
FP Lapsed due to failure to pay maintenance fee

Effective date: 19951220

STCH Information on status: patent discontinuation

Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362